U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C24H29N5O2
Molecular Weight 419.5194
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZALOSPIRONE

SMILES

[H][C@@]12C=C[C@]1([H])[C@@H]3C=C[C@H]2[C@@]4([H])C(=O)N(CCCCN5CCN(CC5)C6=NC=CC=N6)C(=O)[C@@]34[H]

InChI

InChIKey=AERLHOTUXIJQFV-RCPZPFRWSA-N
InChI=1S/C24H29N5O2/c30-22-20-18-6-7-19(17-5-4-16(17)18)21(20)23(31)29(22)11-2-1-10-27-12-14-28(15-13-27)24-25-8-3-9-26-24/h3-9,16-21H,1-2,10-15H2/t16-,17+,18-,19+,20-,21+

HIDE SMILES / InChI

Molecular Formula C24H29N5O2
Molecular Weight 419.5194
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Zalospirone is a selective partial agonist of 5HT1A receptor developed by Wyeth. It was investigated in clinical trials in major depression. Although the highest dose of the drug seemed to have significant antidepressant efficacy, it was not well tolerated and by the 6th week more than half of patients in the high-dose group has dropped out.

Approval Year

PubMed

PubMed

TitleDatePubMed
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.
1998 Aug 21
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:03:33 GMT 2023
Edited
by admin
on Sat Dec 16 17:03:33 GMT 2023
Record UNII
0449O95Z1J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZALOSPIRONE
INN  
INN  
Official Name English
WY-47846
Code English
(1R*,2R*,5S*,6S*,7S*,8R*)-N-(4-(4-(2-PYRIMIDINYL)-1-PIPERAZINYL)BUTYL)TRICYCLO(4.2.2.0(SUP 2,5))DECA-3,9-DIENE-7,8-DICARBOXIMIDE
Common Name English
4,7-ETHENO-1H-CYCLOBUT(F)ISOINDOLE-1,3(2H)-DIONE, 3A,4,4A,6A,7,7A-HEXAHYDRO-2-(4-(4-(2-PYRIMIDINYL)-1-PIPERAZINYL)BUTYL)-, (3A.ALPHA.,4.BETA.,4A.ALPHA.,6A.ALPHA,7.BETA.,7A.ALPHA.)-
Common Name English
zalospirone [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
NCI_THESAURUS C28197
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
Code System Code Type Description
SMS_ID
100000079387
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
WIKIPEDIA
ZALOSPIRONE
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID501028422
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
NCI_THESAURUS
C152944
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110887
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
CAS
114298-18-9
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
PUBCHEM
163925
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
INN
6754
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
EVMPD
SUB00133MIG
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
FDA UNII
0449O95Z1J
Created by admin on Sat Dec 16 17:03:33 GMT 2023 , Edited by admin on Sat Dec 16 17:03:33 GMT 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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